Bungalow holiday rentals in Monroe County

Casita Luna · Cozy Oasis + Hot Tub Under the Stars

Casita Luna is a calm, elevated retreat tucked between Coconut Grove and Coral Gables. A peaceful stand-alone guesthouse with a newly reimagined backyard oasis, hot tub under the stars, hammock lounge, and serene tropical greenery. ***PLEASE NOTE*** We work with shoots & productions please contact PRIOR for shoot rental pricing & rules. NO DAY OR NIGHT GUESTS & NO VISITORS at any time. Due to severe pet allergies we are an allergen free property- strictly NO PETS / NO SUPPORT or SERVICE ANIMALS

Coral @Grove Bungalows

Welcome to the Coconut Grove Bungalows! Coral is one of four private bungalows: The Captains Quarters, Oak and Bamboo making up this unique and amazing compound Centrally located in Coconut Grove with a 5 minute walking distance to Coco Walk Each unit has a private garden, fully equipped kitchen, relaxing living room, and washer dryer All bungalows are equipped with bluetooth speakers and TV with streaming Inquire with us about private yoga and pilates classes. As well as boat charters!

Artsy Wynwood Bungalow: 2BR/2BA Tropical Pool

Escape to this artsy, bohemian bungalow nestled in a lush tropical lot! Perfectly positioned for 2026 festival season, this private 2BR/2BA retreat offers a creative vibe just 5 mins from Wynwood Walls. Enjoy a self-contained stay with a full kitchen, living area, and laundry. Step outside to a shared backyard paradise featuring a sparkling pool and peaceful Fruit Grove. Ideally located 10 mins from Downtown/Ultra and 20 mins from South Beach. Your quiet, stylish sanctuary in the city!

Cozy Renovated Key West 2/1 Cottage in Coco Grove

Escape to your own tropical oasis in Coconut Grove! This renovated 2-bedroom, 1-bath Key West–style cottage is fully gated and includes convenient parking. Inside, enjoy upgraded finishes like marble floors, granite kitchen counters, and a modern bathroom. Stay cool and connected with central AC, cable, and WiFi. Stroll to nearby tennis courts, the bay, Coconut Grove Village, shops, restaurants, clubs, and parks—everything Miami is known for is just steps from your private retreat!

Islamorada Bungalow 3

Escape to our charming 2-bedroom, 1-bathroom bungalow in Islamorada, FL, where luxury and convenience await! Relax on the spacious patio and take a refreshing dip in the pool, perfect for unwinding after a day of exploring nearby attractions. You're just moments away from pristine beaches, world-class fishing spots, and a variety of dining options. Whether you seek adventure or relaxation, our bungalow offers it all. Secure your stay now for an unforgettable experience!

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

Sleeps 5 adults. 3rd bed is si sofa bed with a queen mattress. Indulge in the ultimate tropical retreat at our captivating bungalow Castaway Island, showcasing over 120 perfect guest reviews across multipl venues. Your hosts' extensive hospitality experience is evident in the restoration and thoughtful amenities, guaranteeing an exceptional vacation experience. Discover your ideal home away from home, where every detail is carefully designed to surpass expectations.

@RedlandBungalow

Welcome to our newly built bungalow, nestled in the picturesque Redland, FL. This charming accommodation is perfectly situated within 10 miles of South Florida's most popular tourist attractions, ensuring a memorable stay for our guests. Explore the breathtaking natural beauty of the Everglades and encounter diverse wildlife in their natural habitat. Private entrance to the bungalow, you can bring your boat. Bungalow is located in an agricultural area.

2BR | For Families, Pets, Medical Stays | Hot Tub

Welcome to your perfect stay—ideal for families, pets, or medical visits! Guests rave it's “sparkling clean and designed to perfection!” ✨ Everything you need is here: 👶 Crib, stroller & high chair for little ones 🐶 Pet-friendly w/ waste stations & big yard 🏥 Near top hospitals—great for recovery or rest Enjoy these extras: ☕ Free snacks, coffee & tea bar 🔥 BBQ, free parking & your own private hot tub! 🧴 Toiletries, beach gear & laundry

Miami River Bungalow

Modern southern style bungalow within walking distance to downtown Miami, the Warf, and the famous Garcia's Seafood restaurant along the Miami River. This beautiful bungalow has a large front porch, big yard, beautiful Chicago brick fireplace, and spacious kitchen for dining in. The bedrooms are beautifully furnished with modern country designs and cozy gel mattresses. You are only two miles from the Port of Miami and the trolley! Enjoy!

Oceanfront Bungalow Venture Out

Wonderful, oceanfront, two bedroom, two bath, bungalow home is just ten feet from the open water ...incredible views. 52' concrete dock/seawall complete with dock posts and fishing table. Lovely decor. Bocce ball, playground. Tennis, Hot Tub, 2 pools. Recreation center with billiards, darts, and ping pong. Post Office and a Library 24 Hour Gated Security. . 40" screened TV. WIFI Saturday to Saturday only 7 night minimum.

Cudjoe Key OCEANFRONT 2B/2B in gated community!!

Check out my other property right next door! Sparkling clean and beautifully remodeled 2Bd/2Ba vacation home that features OPEN WATER views with great boating access to the ocean or gulf! This waterfront paradise features a 35' concrete seawall. There is a resort usage fee of $125 payable upon arrival to Venture Out. Pre-registration form of guests must be completed prior to stay or when checking in at the security gate.

Tropical Cottages - Cottage # 02

Tropical Cottages is a family owned, cottage style motel located in Marathon, FL in the Florida Keys. We are located halfway between Key Largo and Key West. Each cottage is tastefully decorated and has air conditioning, a private bathroom, and free WIFI (in common areas). A valid Credit card and ID will be needed for checkin.